for me progression=fun. Unless it's a pow day of course, and then anyone trying to get their trick in the park is a fucking dumbass.
But yeah, sure throwing a scary trick for the first time can be scary as hell, stressful, and might give you the impression that there is no fun at all during that moment.
But the thing is, you can progress on so many different level in skiing, and a lot of them are often easy and really fun. Last year I had my first urban experience (where my friend and I really failed most of what there was to succeed xD). When we went back again the day afterwards, we progressed on the way we approached building, scouting, speed, preparation, and even tho the "biggest" trick was a 180 fence tap to eating shit, I don't think i ever had as much fun as on that day.
So i think in order to enjoy skiing as much as possible, you need a few goals (tricks, or lines, or other achievements like hiking a difficult itinerary) but don't over do it, or overthink it. If you fail 10times, take a break, ski some trees, jib around in the park, try some new grabs, go unnaty on boxes or on whatever trick you can nail every time. Then maybe even give it a few days, but again, don't over think it, just be glad you're on snow and enjoy every second of it.
Another big aspect of skiing for me and my friend is videography. I personally suck at it, and since we don't have a lot of tricks to back it off with, it often ends up in building a lot of sick shit that we don't have time to hit enough, or throw "cool" tricks for the ns eye. But who gives a fuck, I had the most fun building a jib run last easter for pretty much a whole day, got a nice bang to the head after a few unsuccessful cliff drops and call it a day. So yeah, we didn't have much in the sd card, but fuck i remember how much fun that day was, and of course we progressed, even tho we didn't have any specific goals, we got better at dropping blind, better at building...
So end of the line, my point is if you don't just ski groomers all day and throw only spread eagles on rail kickers, you'll always be progressing. If you wanna get your trick down tho, yeah, you'll have to grab your balls out of your ass and go for it once you've visualised it enough. You'll probs eat shit and won't want to try again. I'm not for obsessional persistence, but you have to eat shit to stick it, so don't overthink it, make sure you know what you're doing (just a little at least) and you shouldn't hurt yourself enough to end your season, which is the only thing that matters, really.
Fuck, i wrote a fucking book there...wtf, just go ski and have fun for fuck' sake...
"Because you want to look all swag and legit and not like a new guy so you're trying to find the sick brands that only the legit guys know about right right sure:
Live to ski another day.